Get ready to channel your creativity with these 32 workwear ideas inspired by the stylish vibes of the 1960s from “Mad Men.”
This era brings a unique blend of vintage charm and sharp aesthetics that can spice up your office wardrobe.
From tailored suits to chic dresses, let’s revamp your professional look with a nod to one of television’s most iconic periods.
The Classic Pencil Skirt: A Mad Men Must-Have

The pencil skirt is a timeless staple that truly captures the essence of the 1960s workwear style showcased in Mad Men. This fitted silhouette hugs the body, creating a sleek and professional look that is both flattering and stylish.
In the image, we see the perfect example of this classic piece. The model wears a tailored pencil skirt paired with a button-up shirt, embodying the sophisticated vibe of the era. The warm, earthy tone of the skirt adds a touch of modernity while staying true to the vintage aesthetic.
The pencil skirt can be effortlessly styled for the office or a business meeting. Pairing it with a chic blouse, as shown, balances professionalism with femininity. A belt can be an excellent addition, emphasizing the waist and adding a polished finishing touch.
For those looking to adopt this look, consider investing in a variety of colors and fabrics. A classic black pencil skirt is a must-have, but don’t shy away from bold shades or interesting textures. These elements can elevate your workwear wardrobe while paying homage to the iconic style of Mad Men.
Chic Shift Dress For A Timeless Look

A chic shift dress is a staple in every workwear wardrobe, drawing inspiration from the iconic styles of the 1960s showcased in Mad Men. This particular shift dress in a sleek, dark color hugs the body without being overly tight, offering a blend of comfort and style. The dress features three-quarter sleeves, making it versatile for different seasons and office settings.
The simplicity of the shift dress allows it to be dressed up or down with ease. Pair it with classic pumps for a polished look, or add a statement necklace for a touch of flair. This outfit choice reflects the clean lines and tailored looks of the Mad Men era, where fashion was all about elegance and sophistication.
In a contemporary workspace, this type of dress stands out while still adhering to professional standards. Its timeless design ensures that it remains relevant, making it a smart investment. A chic shift dress not only enhances your professional appearance but also boosts your confidence, embodying the spirit of empowerment that characterized the women of the 1960s.
Structured Blazer For Powerful Impressions

A structured blazer is a key piece for anyone looking to make a statement in the workplace. The image captures a confident look that pairs a navy blazer with a crisp white shirt, creating a classic and powerful ensemble. This combination channels the essence of the 1960s, reminiscent of the fashion seen in Mad Men.
The tailored fit of the blazer not only enhances the silhouette but also conveys professionalism. The addition of simple accessories, like hoop earrings, adds a modern touch without overshadowing the overall look. This style demonstrates how a well-fitted blazer can elevate your presence, making you stand out in any meeting or social setting.
Luxe A-Line Skirt: Classic And Classy

The luxe A-line skirt is a timeless piece, perfect for capturing the essence of the 1960s workwear style seen in Mad Men. Its elegant silhouette flatters a range of body types while offering comfort and sophistication. This skirt can be dressed up or down, making it a versatile staple in any wardrobe.
In the image, the model showcases a chic black A-line skirt paired with a light beige blouse. This combination perfectly highlights the classic yet modern look that defines 1960s fashion. The skirt’s clean lines and tailored fit create a polished appearance, ideal for a professional setting.
The choice of footwear, sleek black heels, further elevates the outfit, adding to the overall classy vibe. By incorporating this skirt into your work attire, you embrace a piece that not only stands the test of time but also brings a touch of vintage charm to your daily look.
Buttoned-Up Cardigans For Retro Charm

The 1960s brought a unique style that still influences fashion today. One standout piece from this era is the buttoned-up cardigan. It exudes warmth and sophistication, making it a staple in any workwear collection.
In the image, we see a woman wearing a cozy beige cardigan over a fitted maroon dress. This combination not only looks stylish but also offers a nod to the classic aesthetics of the Mad Men era. The cardigan’s soft texture and buttoned design add a touch of elegance, perfect for the office or a meeting.
Pairing a cardigan like this with various outfits can create endless possibilities. Try layering it over a blouse or even a turtleneck for those chillier days. The versatility of a cardigan means you can dress it up or down, making it a must-have.
Polka Dots And Power Suits: A Timeless Pair

Polka dots and power suits come together to create a look that feels classic yet fresh. In the image, a confident woman stands in a professional setting, showcasing this perfect combination. Her polished power suit pairs beautifully with a playful polka dot blouse, making a statement that is both bold and sophisticated.
This style reflects the iconic fashion sense of the 1960s, reminiscent of characters from shows like Mad Men. The structured silhouette of the suit conveys authority, while the polka dots add a hint of fun and personality. It’s a great way to express yourself in the workplace without sacrificing professionalism.
Choosing a polka dot top under a tailored suit can elevate your outfit for any business occasion. It’s versatile enough for meetings, presentations, or even casual Friday. Embracing this style not only honors the past but also keeps you looking trendy today.
The Iconic 1960s Shift Dress With Modern Flair

The shift dress, a staple from the 1960s, perfectly captures the spirit of that vibrant era. In the image, a model showcases a stunning green shift dress that embodies this classic style while adding a modern twist. The dress features a simple yet elegant silhouette that flatters the figure without being overly fitted.
The cap sleeves give it a playful touch, while the clean lines reflect a sophisticated vibe. The addition of a stylish handbag complements the outfit, making it suitable for both a day at the office and an evening out. Pearls as accessories elevate the look, tying back to the timeless elegance often seen in Mad Men-inspired fashion.
This shift dress serves as a versatile piece that can be paired with various shoes and accessories, ensuring it fits into any wardrobe. Embracing this look is a nod to the past, while the choice of color and styling keeps it fresh and relevant today.
A Modern Take On The 60s Blouse And Skirt Combo

The blouse and skirt combination in the 1960s was iconic, and this modern version beautifully captures that essence. The blouse features a classic collar with a chic bow tie, giving it a refined look. The color is soft and elegant, making it versatile for various occasions. The skirt is high-waisted and plaid, a stylish nod to the 60s while still feeling fresh today. It also has a flattering silhouette that accentuates the waist, perfect for a professional setting or a casual outing. This outfit shows how vintage styles can blend seamlessly into modern wardrobes, offering both comfort and style.
The Feminine Turtleneck With A Structured Skirt

The combination of a feminine turtleneck and a structured skirt is a stylish nod to the classic looks of the 1960s, often seen in shows like Mad Men. The turtleneck, sleek and form-fitting, offers both warmth and sophistication. Its high neckline adds a touch of elegance, making it suitable for various occasions.
The structured skirt complements the turtleneck beautifully. Its tailored fit accentuates the waist and creates a balanced silhouette. Whether it’s a pencil skirt or a flared design, this outfit choice exudes confidence and professionalism, perfect for the modern workplace.
Accessorizing is key to completing this look. A simple necklace or statement earrings can enhance the overall appearance without overwhelming it. This pairing is not just about clothing; it’s about embracing the timeless style that celebrates femininity and power.
60s-Inspired Wrap Dress For The Office

The wrap dress is a classic silhouette that captures the essence of 1960s style. This particular design combines elegance with a modern twist, making it perfect for the office. The soft beige color adds a touch of sophistication while remaining versatile for various work settings.
Featuring a flattering V-neckline and a tie at the waist, this dress accentuates the figure beautifully. The split detail on the skirt allows for ease of movement, giving you comfort throughout your busy day. Pair it with nude heels for a polished look that transitions smoothly from desk to dinner.
Inspired by iconic fashion from the Mad Men era, this wrap dress is not just functional; it’s a statement piece that showcases your style. It’s a fantastic way to bring a bit of vintage charm to your professional wardrobe while maintaining a contemporary edge.
The Pencil Skirt Suit Set: Modern Mad Men

The pencil skirt suit set is a timeless piece that channels the essence of the 1960s Mad Men era. This look perfectly marries professional and feminine styles, making it an excellent choice for the modern workplace.
In the image, the model showcases a sleek black suit that fits snugly and flatters her figure. The high-waisted pencil skirt ends just below the knee, emphasizing a polished silhouette. Paired with a crisp white blouse, this outfit brings a fresh and sophisticated vibe to any office environment.
What sets this look apart is the attention to detail, like the tailored fit and subtle accessories. The black heels add a touch of elegance while keeping the focus on the overall outfit. This style not only reflects confidence but also embodies the chic professionalism of the Mad Men era.
Flared Trousers For Office Chic

Flared trousers are a timeless choice that brings a touch of vintage charm to the modern office. Inspired by the style from the 1960s, these trousers add a stylish flair to any outfit.
The model in the image showcases these trousers beautifully. She pairs them with a crisp white shirt, creating a classic and sophisticated look perfect for the workplace. The warm, earthy tone of the trousers stands out while remaining professional.
Flared trousers not only enhance your silhouette but also offer comfort throughout the day. The wide legs give you ample room to move, making them ideal for busy office environments.
Consider pairing these flared trousers with pointed-toe heels for an added touch of elegance. Accessories like simple hoop earrings can complete the look without overwhelming it. This combination honors the Mad Men aesthetic while keeping things fresh and modern.
Sharp And Sleek: The 1960s Shirt Dress

The shirt dress was a staple in 1960s fashion, perfectly combining comfort and style. This timeless piece is not only chic but also practical, making it a go-to option for the modern workplace.
In this image, we see a model exuding confidence in a sleek beige shirt dress. The tailored fit hugs the body just right, while the belted waist adds structure. The simplicity of the design highlights the elegance of the fabric and cut.
Shirt dresses are versatile. They can be dressed up with heels and statement jewelry, or kept casual with flats. The long sleeves and collar give off a polished vibe, making it appropriate for various settings.
For those looking to channel the Mad Men aesthetic, a shirt dress is a fantastic choice. It captures the spirit of the 60s while still feeling fresh and modern. Pair it with a classic handbag, and you’re ready to take on the day with style.
The Classic Mad Men Style Sheath Dress

The sheath dress is a timeless piece that truly captures the essence of Mad Men style. This classic look offers a sleek silhouette that flatters various body types. In the image, we see a stunning example of this, featuring a fitted black dress that embraces elegance and sophistication.
The long sleeves and knee-length cut are perfect for a polished office look. Pairing it with high heels elevates the outfit, making it suitable for meetings or after-work events. The simplicity of the design allows for versatility, whether styled with statement jewelry or kept minimal.
This dress not only showcases a professional vibe but also exudes confidence. It’s a great choice for women who want to make a statement while remaining chic and classy. Wearing a sheath dress is like stepping back into the 1960s, channeling the strong, stylish women of that era.
Bold Colorblock Dress: A Nod To 60s Fashion

The bold colorblock dress is a great representation of 1960s fashion, reflecting the vibrant and playful spirit of that era. This dress features a striking design with contrasting colors that catch the eye. The combination of dark colors with bright accents really brings out a unique style, perfect for a modern workwear look.
In the image, the dress has a fitted silhouette that flatters the figure, which was popular during the 60s. The bold color palette not only makes a statement but also adds a fun twist to traditional office attire. Such designs are perfect for breaking the monotony of classic workwear.
Accessorizing this dress can be simple. A pair of hoop earrings and some classic pumps can elevate the outfit even further. The overall look is polished yet playful, embodying the essence of the 60s while aligning with today’s fashion trends. This dress truly exemplifies how to incorporate vintage elements into modern work outfits.
Vintage-Inspired Bow Blouses For Modern Women

Bow blouses have made a strong comeback, channeling the chic style of the 1960s. This particular look captures the essence of that era perfectly, combining sophistication with a modern twist.
The blouse in the image is elegantly tailored, featuring a delicate bow at the collar that adds a touch of femininity. The soft fabric drapes beautifully, making it suitable for both office wear and casual outings.
Paired with a sleek pencil skirt, this outfit embodies confidence and grace. The combination is not only fashionable but also practical for today’s working woman.
When you think of workwear, comfort and style go hand in hand. Bow blouses are versatile pieces that can easily transition from meetings to after-work events. They offer a polished look without sacrificing comfort.
Incorporating vintage elements like bow blouses into your wardrobe allows you to express your personality while staying professional. It’s a fun way to pay homage to the past while embracing modern fashion.
Monochrome Simplicity: 1960s-Inspired Fashion

The 1960s brought a shift in fashion that emphasized a clean and polished look. Monochrome outfits were a staple, showcasing the power of simplicity in style. The image captures this essence perfectly with a sleek black and white dress that highlights sharp lines and elegant design.
This dress features a fitted silhouette that flatters the figure, combining white and black in a way that feels both modern and timeless. It’s a nod to the iconic styles seen in shows like Mad Men, where characters often wore outfits that exuded confidence and sophistication.
Wearing a monochrome dress like this makes a statement without overwhelming. Pair it with minimal accessories for a classic look, or add a pop of color with shoes or a handbag. This versatility makes it a great choice for work or casual outings.
Tweed Blazers For A Mad Men Look

Tweed blazers are a staple of the Mad Men aesthetic, bringing a touch of vintage charm to modern workwear. The image showcases a stylish blazer paired with a fitted skirt, embodying the professional yet fashionable vibe of the 1960s.
The pattern on the tweed adds texture and visual interest, making it an excellent choice for both office settings and after-work events. This classic look works well with simple accessories, allowing the blazer to take center stage.
Pairing this blazer with tailored trousers or a chic dress can create versatile outfits suitable for various occasions. Tweed not only looks sophisticated but also provides warmth, making it a practical option for cooler months.
Choosing a blazer with a flattering cut can enhance your silhouette and boost your confidence. Whether you opt for a more traditional or modern twist on this classic style, a tweed blazer is a timeless addition to your wardrobe.
The Mad Men-Inspired Shift Dress With Modern Details

The shift dress is a staple from the 1960s, perfectly capturing the spirit of the Mad Men era. This modern take on the classic design features bold floral patterns that add a fun twist to a timeless silhouette.
In the image, the dress showcases vibrant colors like orange, red, and navy, combining elegance with a playful vibe. The short sleeves and knee-length cut make it ideal for a professional setting, while still allowing for personal expression.
Pairing it with simple accessories can keep the look polished, making it suitable for various occasions, from office meetings to after-work gatherings. This dress exemplifies how vintage styles can be updated for today’s fashion-forward workplaces.
Maxi Skirts With Retro Appeal For The Office

Maxi skirts are making a strong comeback in the office wardrobe, channeling that chic vibe from the 1960s. The image shows a stunning example of how a long, flowing skirt can be both stylish and professional.
The model pairs a soft, light blue shirt with a cream-colored maxi skirt that flows gracefully to the floor. This combination is perfect for the office, offering comfort while maintaining a polished look.
The outfit captures that retro appeal, reminiscent of the fashion seen in ‘Mad Men’. The skirt’s ruffled hem adds a playful touch, making it stand out while still being appropriate for a work setting.
Accessorizing with simple heels keeps the focus on the skirt while adding a touch of elegance. This look is ideal for those who want to bring a bit of vintage flair into their professional attire without sacrificing style.
60s-Inspired Vintage Vibe With A Modern Twist

The 1960s were all about bold fashion choices, and this image captures that vibrant spirit perfectly. The floral dress, with its eye-catching design, combines a classic silhouette with modern touches. The fitted waist and flared skirt create a flattering shape that pays homage to the era while remaining versatile for today’s wardrobe.
The model wears simple accessories, allowing the dress to take center stage. The hoop earrings and neutral heels give a fresh, contemporary feel. This balance of vintage and modern elements makes the outfit suitable for various occasions, from office wear to casual outings.
Embracing 60s-inspired workwear means you can mix fun patterns with sophisticated cuts. It’s a way to stand out in the workplace without sacrificing professionalism. Incorporating pieces like this floral dress can bring a playful tone to your daily attire, reminding you that workwear can be stylish and comfortable.
Sophisticated 1960s-Inspired Wool Coat For The Modern Office

The 1960s brought us a unique style that still influences fashion today. This wool coat embodies that vintage charm while being perfect for the modern office. Its tailored silhouette and double-breasted buttons create a polished look that instantly elevates any outfit.
The warm beige tone of the coat adds a touch of sophistication, making it easy to pair with various colors underneath. In this photo, the coat is worn over a sleek black dress, showcasing how versatile it can be. The combination of textures between the wool and the fabric of the dress adds depth to the ensemble.
This coat is not just stylish; it’s practical too. The length provides warmth without being cumbersome. It allows for ease of movement, which is essential for a day at the office. The model’s choice of pointed black heels further complements the outfit, giving it a chic finish.
Retro-Inspired Brooches And Pins For A Polished Look

Brooches and pins are timeless accessories that can elevate any outfit, especially when drawing inspiration from the chic styles of the 1960s. In this era, fashion was about making bold statements and showcasing individuality. The right brooch can add a touch of flair and sophistication to your workwear.
The image captures a striking look featuring a stylish woman dressed in a tailored blazer and a classic blouse. Her outfit is enhanced by a large, ornate brooch that serves as a focal point. This piece not only complements her attire but also reflects the elegance associated with the Mad Men era.
Incorporating retro-inspired brooches into your wardrobe can create a polished look while allowing you to express your personality. Whether it’s a floral design or a geometric shape, these accessories can transform a simple outfit into something special. Think of them as the cherry on top of your sophisticated ensemble.
Satin Blouses For An Elegant Touch

Satin blouses are a staple for anyone looking to channel the classic vibes of the 1960s Mad Men era. The image showcases a chic satin blouse in a rich color, paired effortlessly with a sleek skirt. This look captures the sophistication and style that defined workwear during that time. The glossy fabric adds a touch of luxury, making it perfect for both the office and after-hours events. The blouse features a structured collar and button details, highlighting the tailored elegance that was prevalent in the 60s fashion scene. Incorporating a satin blouse into your wardrobe not only elevates your outfit but also pays homage to a timeless fashion era.
The Mad Men-Style Cocktail Dress For Evening Meetings

When you think of the 1960s, the iconic Mad Men series comes to mind, and with it, the glamorous cocktail dresses that defined the era. This image captures the essence of that style perfectly. The model stands confidently in a sleek black cocktail dress, showcasing a classic silhouette that flatters the figure.
The dress features a fitted design that emphasizes the waist and curves, a signature look of the time. It’s paired with stylish heels, completing a polished appearance that is perfect for evening meetings. This look embodies sophistication, making it a popular choice for professionals who want to make a statement after hours.
In the background, you can see a bustling event, which adds to the lively energy of a modern business setting. The warm lighting and elegant atmosphere further enhance the timeless quality of the look. Whether you’re networking or attending a formal dinner, a Mad Men-inspired cocktail dress is a sure way to stand out.
Chic 1960s-Inspired Wool Coat For The Modern Office

The modern office look can be classy, especially when inspired by the chic styles of the 1960s. Picture a stunning wool coat that channels the elegance of that era while fitting seamlessly into today’s work environment.
The model in the image showcases a stylish wool coat that falls just above the knees, offering warmth without sacrificing sophistication. Paired with a simple dress, the coat’s tailored fit highlights the figure while providing a polished appearance. The use of muted colors like charcoal adds versatility, making it easy to mix and match with different outfits.
Footwear choices, such as sleek black heels, elevate the entire look, bringing a touch of professionalism that’s perfect for any office setting. Accessories, like a petite handbag, complete the ensemble, offering just enough flair without overwhelming the outfit.
This chic 1960s-inspired wool coat serves as a reminder that classic styles can still resonate in today’s fashion world. It proves that you can embrace the past while stepping confidently into your workday.
Retro High-Waisted Pants For A Feminine Edge

High-waisted pants are making a strong comeback, taking style cues from the chic looks of the 1960s. In the image, a model showcases this flattering silhouette, combining elegance with a modern twist.
The tailored design paired with a crisp white shirt gives off a polished vibe that works well in any professional setting. The high waist accentuates the figure, creating a classic hourglass shape that’s both feminine and sophisticated.
Pairing these pants with a bold belt adds an extra layer of interest. It not only cinches the waist but also infuses a bit of personality into the outfit. This kind of detail can elevate a simple look into something that feels special.
Whether you’re heading to the office or an evening event, high-waisted pants are versatile enough for various occasions. You can easily dress them up with heels or keep it casual with flats. It’s all about how you style them!
Sophisticated 1960s-Inspired Midi Dress

The 1960s brought a refreshing twist to women’s fashion. This midi dress captures that essence perfectly. With its sleek silhouette and subtle detailing, it’s a fantastic nod to the era’s sophisticated style.
The dress features a fitted bodice and a cinched waist, showcasing a flattering shape. The elegant belt adds a touch of refinement, making it suitable for both office settings and after-work gatherings. The soft fabric drapes beautifully, enhancing comfort without sacrificing style.
To complete the look, pairing the dress with understated accessories will keep the focus on its classic lines. Think simple stud earrings and a chic handbag. This outfit is sure to make you feel confident and polished, channeling the iconic vibes of 1960s workwear.
Stylish And Mod: 1960s Plaid Skirts For The Office

The 1960s brought a fresh take on office wear, and plaid skirts were a standout trend. This chic piece perfectly captures the spirit of that era. The model sports a vibrant plaid skirt with a blend of rich colors, paired with a cozy turtleneck. The skirt’s tailored fit and playful design make it both professional and stylish.
Plaid skirts can easily transition from a formal meeting to a casual lunch with colleagues. The playful patterns reflect personality while keeping the look polished. Pairing it with a simple top, like the turtleneck in the image, adds balance and sophistication.
This combination highlights how workwear can embrace fun without sacrificing professionalism. The model’s confident stance exudes an air of authority, showing that you can be stylish and assertive in the workplace.
Houndstooth Pattern For A Retro Touch

The houndstooth pattern is a classic choice that brings a stylish retro vibe to any outfit. This distinctive check pattern features broken checks arranged to create a bold visual impact. It’s a staple from the 1960s, often seen in fashionable workwear, making it a great choice for those looking to channel that era.
In the image, a woman confidently sports a tailored houndstooth blazer paired with a matching pencil skirt. The combination creates a chic silhouette that embodies both power and elegance. The deep tones of the pattern offer a sophisticated look, perfect for a professional setting.
This style not only showcases the timeless beauty of houndstooth but also highlights how workwear can be fashionable. Whether you’re heading to a meeting or a lunch out, this look can easily transition with the right accessories. Think bold earrings or classic heels to complete the ensemble.
Structured Wool Dresses For Modern-Day Women

The structured wool dress is a staple that beautifully blends classic style with modern flair. In the image, we see a confident woman wearing a tailored, dark wool dress, perfectly showcasing the elegance of this design. The fitted silhouette highlights her figure, while the double-breasted buttons add a touch of sophistication.
This style echoes the iconic looks of the 1960s, drawing inspiration from the strong, fashionable women of that era. The clean lines and structured design make it a perfect choice for the office or a business meeting, providing a polished appearance.
Pairing this dress with subtle accessories, like hoop earrings and a chic handbag, keeps the look fresh and contemporary. The beauty of structured wool dresses lies in their versatility. They can be dressed up with heels for a formal event or down with flats for a casual outing, making them a must-have in every modern woman’s wardrobe.
The Mad Men High Collar Look

The high collar look from Mad Men is a classic style that brings elegance to workwear. In this image, a model showcases a soft, light-colored blouse with a structured high collar. This style nods to the 1960s, where attention to detail was key.
The blouse’s fabric appears smooth and polished, perfect for a professional setting. Pairing it with tailored pants, like the model, creates a sophisticated silhouette. The high collar adds a touch of formality while still being approachable.
This look can easily transition from the office to after-work events, making it versatile. It’s a great example of how you can channel vintage vibes while remaining modern. Whether you’re aiming for a retro-inspired wardrobe or just want to spice up your work attire, the high collar is definitely a must-try.
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